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2H-Azirines in Medicinal Chemistry
Chemistry of Heterocyclic Compounds, 2021The review presents an analysis of studies published in the period 1971–2020 devoted to examination of the biological activity of natural and synthetic 2H-azirine derivatives, their use for bioconjugation, as well as search for some new synthetic methods of structural modification of azirines with the aim of improving their biological activity.
Mikhail S. Novikov, Nikolai V Rostovskii
exaly +2 more sources
Carbamoyl Anion Addition to Azirines
Organic Letters, 2021The addition of carbamoyl anions to azirines affords synthetically useful 2-aziridinyl amide building blocks. The reaction scope was explored with respect to both formamide and azirine, and the addition was found to be highly diastereoselective. A one-pot conversion of a ketoxime to an aziridinyl amide was demonstrated.
Michael J. Kerner +9 more
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Strained Small Nitrogen Heterocycles-Azabicyclobutanes and Azirines
Small ring nitrogen heterocycles, azabicyclobutanes and azirines, were investigated by computational methods in order to address the discrepancy between their regioisomers 1- and 2-azabicyclobutane and 1H- and 2H-azirines.
Joel Liebman +2 more
exaly +2 more sources
Azirine-Based Synthesis of Alkynylpyrroles
The Journal of Organic ChemistryA two-step method for the preparation of β-ethynylpyrroles from azirinyl ethynyl ketones by Wittig olefination, followed by FeCl2-catalyzed isomerization, has been developed. Azirines with various substitution patterns of the ring and the triple bond tolerate the reaction conditions of both steps, providing di-, tri-, and tetra-C-substituted β ...
Artur E. Taishev +3 more
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ChemInform Abstract: AZIRINE PHOTOCHEMISTRY, CYCLIZATION OF 2‐STYRYL‐2H‐AZIRINES TO BENZAZEPINES
Chemischer Informationsdienst, 1974AbstractDie Photolyse der isomeren Phenyl‐styryl‐azirine (I) führt zum Benzazepin (II), dessen Struktur durch Addition von Acetylendicarbonsäureester (III) zum Additionsprodukt (IV) bestätigt wird.
A. PADWA, J. SMOLANOFF
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Organic Letters, 2013
A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the α-trifluoroethoxylated enamine intermediates.
Xiaoqian, Sun +4 more
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A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the α-trifluoroethoxylated enamine intermediates.
Xiaoqian, Sun +4 more
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Characterization of Azirine and Its Structural Isomers
The Journal of Physical Chemistry A, 2018The structures and spectroscopic properties of azirine (C2H3N), a nitrogen-containing three-membered cyclic molecule, and its isomers were studied with state-of-the-art ab initio quantum chemical methods. Azirine is isomeric with methyl cyanide (CH3CN) and methyl isocyanide (CH3NC)-both observed in the star-forming regions of Sgr B2.
Claire E. Dickerson +2 more
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Stereoselective Allylation of Azirines with Allylindium Reagents.
ChemInform, 2006AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
Tsunehisa Hirashita +4 more
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